368-90-1

Basic information

• Product Name: 4-(Trifluoromethyl)phenylhydrazine
• Synonyms: 4-(Trifluoromethyl)phenylhydrazine,96%;4-(Trifluromethyl)phenylhydr;1-[4-(Trifluoromethyl)phenyl!hydrazine, 95%+;1-ó4-(Trifluoromethyl)phenyl!hydrazine, 95%+;4-Hydrazinobenzotrifluoride, alpha,alpha,alpha-Trifluoro-p-tolylhydrazine;Hydrazine, [4-(trifluoroMethyl)phenyl]-;4-Hydrazinobenzotrifluoride, 1-Hydrazino-4-(trifluoromethyl)benzene;1-[4-(trifluoromethyl)phenyl]hydrazine
• CAS NO: 368-90-1
• Molecular Formula: C₇H₇F₃N₂
• Molecular Weight: 176.14
• EINECS: -0
• Product Categories: Hydrazines;Nitrogen Compounds;Organic Building Blocks;Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;Phenylhydrazine;API intermediates
• Mol File: 368-90-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 63-65 °C(lit.)
• Boiling Point: 118-122 °C17 mm Hg(lit.)
• Flash Point: 119-121°C/17mm
• Appearance: Yellow to brown/Powder
• Density: 1.2773 (estimate)
• Vapor Pressure: 1mmHg at 25°C
• Refractive Index: 1.426
• Storage Temp.: 2-8°C
• PKA: 4.49±0.20(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 743759
• CAS DataBase Reference: 4-(Trifluoromethyl)phenylhydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Trifluoromethyl)phenylhydrazine(368-90-1)
• EPA Substance Registry System: 4-(Trifluoromethyl)phenylhydrazine(368-90-1)

Safety Data

• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-24/25
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: IRRITANT, TOXIC
• PackingGroup: III
• Hazardous Substances Data: 368-90-1(Hazardous Substances Data)

Usage

Uses

4-(Trifluoromethyl)phenylhydrazine is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

General Description

4-(Trifluoromethyl)phenylhydrazine participates as phenylhydrazine-based reductant containing fluorine atoms in the one-step reduction and functionalization of graphene oxide.

InChI:InChI=1/C8H4F4O/c9-7(13)5-1-3-6(4-2-5)8(10,11)12/h1-4H

Upstream product

• 455-14-1 4-trifluoromethylphenylamine 
• 137273-09-7 N'-(4-Trifluoromethyl-phenyl)-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester 
• 98-56-6 4-chlorobenzotrifluoride 
• 69732-95-2 C₇H₅F₃N₂O₂ 
• 25102-84-5 p-trifluorobenzene diazonium chloride 

Downstream Products

• 23152-56-9 C₉H₁₀F₃N₃O 
• 77606-86-1 2-(4-Trifluoromethyl-phenyl)-1,4-dihydro-2H-thiochromeno[4,3-c]pyrazol-3-one 
• 111492-72-9 3-[(4-Trifluoromethyl-phenyl)-hydrazono]-piperidin-2-one 
• 111492-77-4 1-Benzyl-3-[(4-trifluoromethyl-phenyl)-hydrazono]-piperidin-2-one 
• 187998-54-5 ethyl 5-amino-1-[4-(trifluoromethyl)phenyl]-1H-pyrazole-4-carboxylate 
• 220000-40-8 ethyl 2-benzoylamino-3-{[(4-trifluoromethyl)phenyl]hydrazono}propanoate 
• 212849-73-5 2-(4-trifluoromethylphenylhydrazinomethylene)-5,5-dimethyl-1,3-cyclohexanedione 
• 945983-70-0 3-methyl-1-[4-(trifluoromethyl)phenyl]-1H-pyrazol-5-ol 
• 118031-38-2 5-methyl-2-(4-(trifluoromethyl)phenyl)-2,4-dihydro-3H-pyrazol-3-one 
• 2805-84-7 6-(trifluoromethyl)-2,3,4,9,-tetrahydro-1H-carbazole 

Relevant articles and documents

Visible-light-mediated phosphonylation reaction: formation of phosphonates from alkyl/arylhydrazines and trialkylphosphites using zinc phthalocyanine

In this work, we developed a ligand- and base-free visible-light-mediated protocol for the photoredox syntheses of arylphosphonates and, for the first time, alkyl phosphonates. Zinc phthalocyanine-photocatalyzed Csp2-P and Csp3-P bond formations were efficiently achieved by reacting aryl/alkylhydrazines with trialkylphosphites in the presence of air serving as an abundant oxidant. The reaction conditions tolerated a wide variety of functional groups.

Photoinduced cleavage of N-N bonds of aromatic hydrazines and hydrazides by visible light

A photocatalytic system involving [Ru(bpyrz)(PFH, visible light, and air has been developed for cleavage of the N-N bonds of hydrazines and hydrazides. This catalytic system is generally effective for N,N-disubstituted hydrazine and hydrazide derivatives, including arylhydrazides, N-alkyl-N-arylhydrazines, and N,N-diarylhydrazines. The utility of this cleavage reaction has been demonstrated by synthesizing a variety of secondary aromatic amines. Georg Thieme Verlag Stuttgart ? New York.

Processes for preparing pesticidal intermediates

Compounds of formula (I) are prepared by hydrogenolysis of a compound of formula (II): where R1is haloalkyl, haloalkoxy or ?SF5; W is N or CR3; and R2and R3are H or Cl. The compounds of formula (I) can be used as intermediates in the preparation of pesticidally active arylpyrazole compounds.